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The crystal structure of the title compound, tetra­chloro­[μ-1,1,4,7,7-pentakis(1H-benzimidazol-2-yl­methyl)-1,4,7-tri­azaheptane]­dimanganese(II) methanol pentasolvate tetrahydrate, [Mn2Cl4(C44H43N13)]·5CH4O·4H2O, contains an ­asymmetric dinuclear MnII–DTPB [DTPB is 1,1,4,7,7-pentakis(1H-benzimidazol-2-yl­methyl)-1,4,7-tri­aza­heptane] complex with an intra-ligand bridging group (–NCH2CH2N–), as well as several solvate mol­ecules (methanol and water). Both MnII cations have similar distorted octahedral coordination geometries. One MnII cation is coordinated by a Cl anion and five N atoms from the ligand, and the other is coordinated by three Cl anions and three N atoms of the same ligand. The Mn...Mn distance is 7.94 Å. A Cl...H—O...H—O...H—N hydrogen-bond chain is also observed, connecting the two parts of the complex.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270104007668/av1176sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108270104007668/av1176Isup2.hkl
Contains datablock I

CCDC reference: 241217

Comment top

In recent years, multinuclear metal complexes contaning multi-benzimidazole have attracted great attention in relation to the superoxide dismutase (SOD) enzyme and nuclease mimics (Liao et al., 2001; Liu et al., 2004). Previous research has showed that some DTPB metal complexes can cleave DNA by a hydrolytic mechanism (Liu et al., 2002). Although the DTPB ligand was first synthesized at a very early date (Reference?), only the complex Zn2(DTPB)Cl4·3H2O has been crystallographically characterized to date (Birker et al., 1981). As a result of the current interest in DTPB-metal complexes, we have crystallized the title MnII—DTPB complex, (I), and we report its crystal structure here. \sch

The geometric parameters of (I) are listed in Table 1 and the molecular conformation is illustrated in Fig. 1. The compound contains an asymmetric dinuclear MnII—DTPB complex with an intra-ligand bridging group (–NCH2CH2N–), as well as several solvate molecules (methanol and water). In this asymmetric dinuclear complex, both MnII cations have similar distorted octahedral coordination geometries. Atom Mn1 is coordinated by a Cl anion and five N atoms, from three benzimidazole groups and two aliphatic amine groups of the DTPB ligand, leading to a positive charge at the Mn1 coordination moiety. Atom Mn2 is coordinated by three Cl anions and three N atoms, from the remaining two benzimidazole groups and an aliphatic amine group, giving rise to a negative charge at the Mn2 coordination moiety. Therefore, the whole complex is polar. This is somewhat different from what is seen with Zn2(DTPB)Cl4·3H2O in which the two ZnII atoms have different coordination geometries, one being five-coordinated and the other six-coordinated, resulting in a cationic complex (Birker et al., 1981).

The Mn—N distances in (I) vary to a large extent. The Mn—N bonds between MnII cations and aliphatic amine groups range from 2.416 (4) to 2.472 (4) Å, and these are significantly longer than the Mn—N bonds between MnII cations and benzimidazole groups, with lengths from 2.209 (4) to 2.293 (4) Å. The Mn—Cl bonds towards the apical positions in both octahedra are approximately the same [2.397 (2) and 2.423 (2) Å]. However, in the equatorial plane of the Mn2 octahedron, the two Mn—Cl bonds differ, with lengths of 2.471 (2) and 2.660 (2) Å. All these differences are probably the result of the steric requirements for coordination between the ligand and the two MnII cations. The Mn···Mn distance is 7.94 Å.

The hydrogen-bonding geometry in (I) is listed in Table 2. and illustrated in Fig 2. The crystal structure of (I) is stabilized by many N—H···O, O—H···Cl and O—H···O hydrogen bonds. Each complex links indirectly to neighbouring complexes via Cl2···H—O2i···H—N11i, Cl3···H—O7ii···H—N13iii and Cl4···H—O4iv···H—N2iii hydrogen bonds involving methanol or water molecules [symmetry codes: (i) 1 − x, 1 − y, −z; (ii) 1 − x, −y, 1 − z; (iii) 1 − x, −y, −z; (iv) 1 − x, 1 − y, 1 − z]. The hydrogen bonds focus mainly on the Mn2 coordination moiety compared with the Mn1 coordination moiety. It is worth mentioning that a Cl4···H—O1···H—O6B···H—N6 hydrogen-bond chain is observed, connecting the two parts of complex (I) [symmetry code: (v) x, y − 1, z]. Therefore, complex (I) is not only bridged by an intra-ligand group (–NCH2CH2N–), but also by this hydrogen-bond chain, forming a large ring of 14 atoms and making the complex more stable.

Experimental top

All chemicals were of reagent grade and commercially available from the Beijing Chemical Reagents Company of China, and were used without further purification. DTPB was synthesized by refluxing diethylenetriaminepentaacetic acid and 1,2-diaminobenzene in a 1:5 molar ratio in glycol for 30 h, followed by precipitation of the crude product with water and purification by recrystallization from hot absolute ethanol. DTPB (0.1 mmol) was dissolved in methanol (8 ml) and MnCl2 (0.2 mmol) was dissolved in water (2 ml). The two solutions were mixed and stirred 30 min at room temperature. After filtration, the filtrate was left at room temperature and crystals of (I) appeared from the solution after three months, by slow evaporation of the mixed solvent.

Refinement top

H atoms attached to C, N and methanol O atoms were placed in geometrically idealized positions, with Csp3—H = 0.97 (0.96 for methanol), Csp2—H = 0.93, Nsp2—H = 0.86 and Osp3—H = 0.82 Å, and constrained to ride on their parent atoms, with Uiso(H) = 1.2Ueq(parent atom) [1.5Ueq(C) for methanol]. H atoms attached to water O atoms were located from difference Fourier maps and their global Uiso values were refined. The O—H distances are in the range 0.814–0.824 Å. After several cycles, these H atoms were constrained to ride on their parent atoms, with Uiso(H) = 1.2Ueq(O).

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2000); program(s) used to refine structure: SHELXL97 (Sheldrick, 2000); molecular graphics: SHELXTL/PC (Sheldrick, 1999); software used to prepare material for publication: SHELXTL/PC.

Figures top
[Figure 1] Fig. 1. The structure of (I), with displacement ellipsoids drawn at the 50% probability level. H atoms have been omitted for clarity.
[Figure 2] Fig. 2. The hydrogen-bond network in (I). Atoms labelled with the suffix A, B, C, D, E, F or G are at the symmetry positions (1 − x, 1 − y, 1 − z), (x, y − 1, z), (x, y − 1, z − 1), (1 − x, −y, −z), (1 − x, 1 − y, −z), (1 − x, −y, 1 − z) and (x − 1, y, z), respectively.
tetrachloro[µ-1,1,4,7,7-pentakis(1H-benzimidazol-2-ylmethyl)-1,4,7- triazaheptane]dimanganese(II) methanol pentasolvate tetrahydrate top
Crystal data top
[Mn2Cl4(C44H43N15)]·5CH4O·4H2OZ = 2
Mr = 1237.87F(000) = 1292
Triclinic, P1Dx = 1.372 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 14.254 (3) ÅCell parameters from 3090 reflections
b = 15.173 (3) Åθ = 2.2–27.1°
c = 15.852 (3) ŵ = 0.66 mm1
α = 72.882 (3)°T = 183 K
β = 67.976 (2)°Block, light yellow
γ = 75.191 (3)°0.30 × 0.30 × 0.20 mm
V = 2996.5 (10) Å3
Data collection top
Bruker SMART 1K CCD area-detector
diffractometer
10238 independent reflections
Radiation source: fine-focus sealed tube6528 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.033
ϕ and ω scansθmax = 25.0°, θmin = 1.4°
Absorption correction: multi-scan
(SADABS; Sheldrick, 2000)
h = 1616
Tmin = 0.826, Tmax = 0.879k = 1618
12285 measured reflectionsl = 1118
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.075Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.199H-atom parameters constrained
S = 1.00 w = 1/[σ2(Fo2) + (0.1017P)2]
where P = (Fo2 + 2Fc2)/3
10238 reflections(Δ/σ)max < 0.001
704 parametersΔρmax = 1.23 e Å3
1 restraintΔρmin = 0.93 e Å3
Crystal data top
[Mn2Cl4(C44H43N15)]·5CH4O·4H2Oγ = 75.191 (3)°
Mr = 1237.87V = 2996.5 (10) Å3
Triclinic, P1Z = 2
a = 14.254 (3) ÅMo Kα radiation
b = 15.173 (3) ŵ = 0.66 mm1
c = 15.852 (3) ÅT = 183 K
α = 72.882 (3)°0.30 × 0.30 × 0.20 mm
β = 67.976 (2)°
Data collection top
Bruker SMART 1K CCD area-detector
diffractometer
10238 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 2000)
6528 reflections with I > 2σ(I)
Tmin = 0.826, Tmax = 0.879Rint = 0.033
12285 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0751 restraint
wR(F2) = 0.199H-atom parameters constrained
S = 1.00Δρmax = 1.23 e Å3
10238 reflectionsΔρmin = 0.93 e Å3
704 parameters
Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Mn10.75434 (6)0.04090 (5)0.27722 (5)0.0258 (2)
Mn20.36591 (6)0.27709 (6)0.01460 (6)0.0294 (2)
N10.8325 (3)0.0142 (3)0.1248 (3)0.0265 (10)
N20.8705 (3)0.0546 (3)0.0093 (3)0.0335 (11)
H20.87970.08880.04740.040*
N30.8587 (3)0.1660 (3)0.3236 (3)0.0299 (10)
N40.9012 (4)0.3207 (3)0.3588 (3)0.0406 (12)
H4A0.89850.37860.36650.049*
N50.6209 (3)0.0781 (3)0.4049 (3)0.0297 (10)
N60.4571 (3)0.0964 (3)0.4645 (3)0.0300 (10)
H6A0.39350.08870.46980.036*
N70.7351 (3)0.1708 (3)0.2296 (3)0.0261 (10)
N80.5995 (3)0.0161 (3)0.2289 (3)0.0240 (9)
N90.5320 (3)0.2132 (3)0.0394 (3)0.0262 (10)
N100.4045 (3)0.3842 (3)0.0581 (3)0.0290 (10)
N110.5049 (4)0.4215 (3)0.1162 (3)0.0340 (11)
H110.55890.42140.12840.041*
N120.4939 (3)0.2787 (3)0.1264 (3)0.0273 (10)
N130.6285 (3)0.1885 (3)0.2042 (3)0.0338 (11)
H13A0.68170.14580.21440.041*
Cl10.79568 (13)0.08677 (11)0.30929 (10)0.0471 (4)
Cl20.23334 (13)0.37411 (12)0.04861 (13)0.0565 (5)
Cl30.35238 (11)0.11576 (10)0.02164 (9)0.0368 (4)
Cl40.24673 (13)0.24651 (12)0.19224 (12)0.0554 (5)
C10.8391 (4)0.0815 (4)0.0846 (4)0.0306 (13)
C20.8146 (4)0.1758 (4)0.1382 (4)0.0316 (13)
H2A0.79050.20230.10280.038*
H2B0.87620.21650.14760.038*
C30.8612 (4)0.0618 (4)0.0520 (4)0.0299 (13)
C40.8850 (4)0.0363 (4)0.0334 (4)0.0332 (13)
C50.9118 (4)0.1005 (4)0.1189 (4)0.0423 (15)
H50.92730.08350.17500.051*
C60.9140 (5)0.1880 (5)0.1166 (4)0.0461 (16)
H60.93120.23220.17240.055*
C70.8911 (4)0.2145 (4)0.0322 (4)0.0434 (15)
H70.89410.27540.03380.052*
C80.8640 (4)0.1513 (4)0.0537 (4)0.0355 (14)
H80.84860.16890.10960.043*
C90.8382 (4)0.2463 (4)0.3273 (4)0.0315 (13)
C100.7527 (4)0.2540 (4)0.2989 (4)0.0343 (13)
H10A0.77040.30890.27310.041*
H10B0.69100.25990.35270.041*
C110.9434 (4)0.1883 (4)0.3552 (3)0.0296 (12)
C120.9710 (4)0.2855 (4)0.3762 (4)0.0365 (14)
C131.0552 (5)0.3291 (5)0.4053 (5)0.0494 (17)
H131.07470.39370.41720.059*
C141.1079 (5)0.2714 (5)0.4156 (5)0.0536 (18)
H141.16380.29790.43680.064*
C151.0812 (5)0.1749 (5)0.3955 (4)0.0483 (17)
H151.12030.13920.40320.058*
C160.9991 (4)0.1295 (4)0.3644 (4)0.0380 (14)
H160.98190.06470.35060.046*
C170.5297 (4)0.0527 (4)0.3941 (3)0.0275 (12)
C180.5089 (4)0.0190 (4)0.3138 (3)0.0299 (12)
H18A0.45060.00770.30320.036*
H18B0.49200.08040.32750.036*
C190.6060 (4)0.1442 (4)0.4909 (3)0.0320 (13)
C200.5039 (4)0.1557 (4)0.5267 (4)0.0322 (13)
C210.4665 (5)0.2188 (4)0.6095 (4)0.0438 (15)
H210.39810.22690.63300.053*
C220.5358 (6)0.2692 (4)0.6557 (4)0.0493 (17)
H220.51430.31350.71060.059*
C230.6366 (5)0.2543 (4)0.6209 (4)0.0500 (17)
H230.68070.28730.65460.060*
C240.6731 (5)0.1928 (4)0.5392 (4)0.0424 (15)
H240.74110.18390.51660.051*
C250.6309 (4)0.1528 (4)0.2239 (4)0.0313 (13)
H25A0.58270.16820.28620.038*
H25B0.62790.19350.18810.038*
C260.5988 (4)0.0521 (3)0.1788 (4)0.0285 (12)
H26A0.64480.03800.11520.034*
H26B0.53030.04490.17630.034*
C270.6044 (4)0.1097 (3)0.1667 (3)0.0267 (12)
H27A0.66410.10530.11150.032*
H27B0.61430.15070.19830.032*
C280.5101 (4)0.1547 (4)0.1355 (3)0.0267 (12)
H28A0.47520.10550.14020.032*
H28B0.46350.19310.17850.032*
C290.4969 (4)0.3669 (3)0.0667 (3)0.0269 (12)
C300.5787 (4)0.2938 (4)0.0279 (4)0.0299 (12)
H30A0.62880.27500.06040.036*
H30B0.61340.31750.03770.036*
C310.3479 (4)0.4552 (4)0.1065 (4)0.0340 (13)
C320.4105 (5)0.4778 (4)0.1440 (4)0.0333 (13)
C330.3744 (6)0.5429 (4)0.1986 (4)0.0500 (18)
H330.41570.55710.22470.060*
C340.2738 (6)0.5857 (4)0.2124 (5)0.0554 (19)
H340.24660.63010.24880.067*
C350.2127 (6)0.5652 (4)0.1744 (5)0.0558 (19)
H350.14560.59670.18480.067*
C360.2481 (5)0.4988 (4)0.1210 (4)0.0473 (16)
H360.20600.48440.09590.057*
C370.5705 (4)0.2106 (4)0.1213 (4)0.0286 (12)
C380.5925 (4)0.1593 (4)0.0324 (3)0.0300 (13)
H38A0.57400.09740.01280.036*
H38B0.66500.15250.04190.036*
C390.5023 (4)0.3050 (4)0.2211 (4)0.0323 (13)
C400.5852 (4)0.2484 (4)0.2696 (4)0.0337 (13)
C410.6122 (5)0.2539 (5)0.3650 (4)0.0474 (17)
H410.66690.21410.39640.057*
C420.5502 (5)0.3241 (5)0.4094 (4)0.0526 (18)
H420.56460.33180.47320.063*
C430.4684 (5)0.3827 (5)0.3625 (4)0.0484 (17)
H430.43020.42890.39550.058*
C440.4421 (5)0.3738 (4)0.2666 (4)0.0401 (15)
H440.38650.41250.23470.048*
C450.0647 (7)0.1034 (6)0.3753 (6)0.077 (2)
H45A0.03330.05280.42100.116*
H45B0.04450.11620.32100.116*
H45C0.04310.15810.40090.116*
O10.1669 (5)0.0800 (4)0.3516 (4)0.0801 (16)
H10.19350.12650.32140.120*
C460.7616 (9)0.3675 (8)0.1622 (11)0.169 (6)
H46A0.75010.35780.22770.254*
H46B0.82650.38800.12730.254*
H46C0.76190.30990.14830.254*
O20.6825 (4)0.4362 (4)0.1377 (5)0.0879 (18)
H2C0.69300.48820.13370.132*
C470.7277 (7)0.5237 (6)0.5200 (6)0.086 (3)
H47A0.74010.48630.57640.129*
H47B0.67380.50350.51170.129*
H47C0.70780.58810.52400.129*
O30.8176 (6)0.5137 (5)0.4437 (5)0.121 (2)
H30.80250.52340.39630.182*
C480.9806 (6)0.7502 (5)0.8627 (6)0.074 (2)
H48A1.04560.77150.83600.111*
H48B0.97340.71900.82140.111*
H48C0.97690.70760.92170.111*
O40.9034 (4)0.8251 (4)0.8753 (4)0.0767 (16)
H40.85050.81200.87660.115*
C490.0954 (9)0.3903 (8)0.3668 (7)0.119 (4)
H49A0.04470.43860.39330.178*
H49B0.15920.41320.33260.178*
H49C0.10490.33730.41570.178*
O50.0635 (5)0.3641 (6)0.3079 (7)0.129 (3)
H5A0.11120.33100.27720.194*
O60.2518 (3)0.9373 (3)0.4754 (3)0.0537 (12)
H6B0.22140.98290.44750.064*
H6C0.24350.88930.46800.064*
O70.7564 (4)0.0200 (3)0.7917 (3)0.0893 (18)
H7A0.71110.01570.77340.107*
H7B0.74800.01130.84490.107*
O80.8282 (9)0.3373 (13)0.3674 (6)0.336 (11)
H8A0.87840.35580.36530.404*
H8B0.83380.28030.38570.404*
O90.9522 (9)0.5630 (13)0.1464 (10)0.313 (9)
H9A0.95950.61550.11340.375*
H9B0.98660.52340.11630.375*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Mn10.0300 (5)0.0262 (5)0.0223 (4)0.0085 (3)0.0084 (4)0.0038 (3)
Mn20.0303 (5)0.0286 (5)0.0304 (5)0.0063 (4)0.0102 (4)0.0066 (4)
N10.028 (2)0.029 (3)0.023 (2)0.009 (2)0.007 (2)0.0043 (19)
N20.037 (3)0.038 (3)0.024 (3)0.004 (2)0.007 (2)0.012 (2)
N30.031 (3)0.033 (3)0.024 (2)0.006 (2)0.008 (2)0.0032 (19)
N40.047 (3)0.028 (3)0.048 (3)0.003 (2)0.023 (3)0.003 (2)
N50.038 (3)0.032 (3)0.018 (2)0.007 (2)0.012 (2)0.0004 (19)
N60.030 (2)0.034 (3)0.023 (2)0.010 (2)0.006 (2)0.002 (2)
N70.028 (2)0.026 (2)0.024 (2)0.0074 (19)0.010 (2)0.0001 (19)
N80.029 (2)0.025 (2)0.019 (2)0.0060 (19)0.009 (2)0.0032 (18)
N90.030 (2)0.022 (2)0.022 (2)0.0069 (19)0.006 (2)0.0004 (18)
N100.034 (3)0.026 (2)0.027 (2)0.005 (2)0.011 (2)0.0039 (19)
N110.047 (3)0.033 (3)0.028 (3)0.022 (2)0.013 (2)0.001 (2)
N120.033 (3)0.027 (3)0.021 (2)0.008 (2)0.008 (2)0.0023 (19)
N130.034 (3)0.039 (3)0.024 (2)0.002 (2)0.006 (2)0.009 (2)
Cl10.0639 (10)0.0434 (9)0.0406 (9)0.0236 (8)0.0128 (8)0.0119 (7)
Cl20.0513 (10)0.0547 (11)0.0662 (12)0.0077 (8)0.0313 (9)0.0021 (9)
Cl30.0460 (8)0.0365 (8)0.0325 (8)0.0132 (7)0.0114 (7)0.0104 (6)
Cl40.0505 (10)0.0609 (11)0.0517 (10)0.0143 (8)0.0068 (8)0.0164 (8)
C10.025 (3)0.035 (3)0.032 (3)0.001 (2)0.011 (3)0.008 (3)
C20.033 (3)0.030 (3)0.035 (3)0.003 (2)0.012 (3)0.013 (2)
C30.018 (3)0.039 (3)0.027 (3)0.001 (2)0.004 (2)0.004 (2)
C40.024 (3)0.036 (3)0.031 (3)0.002 (2)0.002 (3)0.006 (3)
C50.040 (4)0.046 (4)0.024 (3)0.005 (3)0.000 (3)0.002 (3)
C60.040 (4)0.053 (4)0.028 (3)0.015 (3)0.001 (3)0.010 (3)
C70.040 (4)0.038 (4)0.048 (4)0.013 (3)0.011 (3)0.000 (3)
C80.037 (3)0.039 (4)0.030 (3)0.018 (3)0.006 (3)0.003 (3)
C90.035 (3)0.030 (3)0.028 (3)0.006 (3)0.010 (3)0.002 (2)
C100.047 (3)0.027 (3)0.031 (3)0.012 (3)0.017 (3)0.000 (2)
C110.028 (3)0.042 (3)0.018 (3)0.007 (3)0.008 (2)0.005 (2)
C120.037 (3)0.037 (4)0.037 (3)0.002 (3)0.015 (3)0.009 (3)
C130.050 (4)0.043 (4)0.059 (4)0.004 (3)0.031 (4)0.008 (3)
C140.040 (4)0.068 (5)0.055 (4)0.010 (3)0.027 (3)0.017 (4)
C150.036 (4)0.073 (5)0.044 (4)0.012 (3)0.015 (3)0.018 (3)
C160.038 (3)0.046 (4)0.028 (3)0.012 (3)0.007 (3)0.006 (3)
C170.029 (3)0.032 (3)0.021 (3)0.004 (2)0.009 (2)0.005 (2)
C180.030 (3)0.031 (3)0.023 (3)0.005 (2)0.005 (2)0.002 (2)
C190.048 (4)0.028 (3)0.018 (3)0.007 (3)0.010 (3)0.001 (2)
C200.039 (3)0.033 (3)0.022 (3)0.010 (3)0.005 (3)0.004 (2)
C210.057 (4)0.038 (4)0.027 (3)0.017 (3)0.000 (3)0.004 (3)
C220.073 (5)0.032 (4)0.029 (3)0.007 (3)0.009 (4)0.002 (3)
C230.062 (5)0.052 (4)0.025 (3)0.009 (3)0.018 (3)0.005 (3)
C240.046 (4)0.052 (4)0.026 (3)0.001 (3)0.014 (3)0.007 (3)
C250.036 (3)0.029 (3)0.037 (3)0.012 (3)0.016 (3)0.007 (2)
C260.029 (3)0.034 (3)0.028 (3)0.008 (2)0.013 (3)0.007 (2)
C270.030 (3)0.026 (3)0.021 (3)0.008 (2)0.008 (2)0.001 (2)
C280.029 (3)0.030 (3)0.019 (3)0.012 (2)0.005 (2)0.001 (2)
C290.037 (3)0.024 (3)0.018 (3)0.015 (2)0.006 (2)0.003 (2)
C300.028 (3)0.031 (3)0.028 (3)0.008 (2)0.010 (3)0.000 (2)
C310.042 (3)0.025 (3)0.027 (3)0.003 (3)0.006 (3)0.003 (2)
C320.047 (4)0.024 (3)0.026 (3)0.019 (3)0.004 (3)0.001 (2)
C330.084 (5)0.037 (4)0.034 (4)0.037 (4)0.009 (4)0.006 (3)
C340.076 (5)0.034 (4)0.044 (4)0.016 (4)0.004 (4)0.015 (3)
C350.057 (4)0.035 (4)0.053 (4)0.002 (3)0.000 (4)0.011 (3)
C360.047 (4)0.035 (4)0.050 (4)0.004 (3)0.007 (3)0.010 (3)
C370.031 (3)0.030 (3)0.025 (3)0.014 (3)0.006 (3)0.005 (2)
C380.033 (3)0.026 (3)0.025 (3)0.003 (2)0.008 (3)0.000 (2)
C390.037 (3)0.034 (3)0.031 (3)0.019 (3)0.015 (3)0.002 (3)
C400.037 (3)0.042 (4)0.027 (3)0.019 (3)0.007 (3)0.009 (3)
C410.051 (4)0.069 (5)0.024 (3)0.030 (4)0.002 (3)0.009 (3)
C420.068 (5)0.072 (5)0.025 (3)0.032 (4)0.017 (4)0.001 (3)
C430.070 (5)0.049 (4)0.036 (4)0.024 (4)0.031 (4)0.007 (3)
C440.046 (4)0.044 (4)0.034 (3)0.021 (3)0.015 (3)0.002 (3)
C450.087 (7)0.076 (6)0.059 (5)0.032 (5)0.009 (5)0.005 (4)
O10.091 (4)0.068 (4)0.059 (4)0.015 (3)0.012 (3)0.003 (3)
C460.203 (15)0.108 (10)0.211 (16)0.029 (11)0.105 (13)0.004 (10)
O20.074 (4)0.075 (4)0.122 (5)0.040 (3)0.020 (4)0.025 (4)
C470.087 (6)0.079 (6)0.072 (6)0.021 (5)0.006 (5)0.007 (5)
O30.153 (7)0.073 (4)0.103 (5)0.036 (4)0.004 (5)0.013 (4)
C480.048 (4)0.074 (6)0.110 (7)0.004 (4)0.028 (5)0.045 (5)
O40.053 (3)0.093 (4)0.102 (4)0.011 (3)0.018 (3)0.059 (3)
C490.112 (9)0.126 (10)0.086 (8)0.011 (7)0.004 (7)0.030 (7)
O50.094 (5)0.142 (7)0.157 (8)0.007 (5)0.021 (5)0.077 (6)
O60.053 (3)0.057 (3)0.057 (3)0.007 (2)0.026 (2)0.011 (2)
O70.099 (4)0.055 (3)0.061 (3)0.002 (3)0.009 (3)0.008 (3)
O80.214 (12)0.63 (3)0.093 (7)0.153 (14)0.050 (8)0.160 (11)
O90.176 (10)0.56 (3)0.355 (17)0.050 (13)0.132 (12)0.277 (18)
Geometric parameters (Å, º) top
Mn1—N12.209 (4)C20—C211.386 (7)
Mn1—N32.217 (4)C21—C221.387 (9)
Mn1—N52.241 (4)C21—H210.9300
Mn1—Cl12.3972 (16)C22—C231.384 (9)
Mn1—N72.416 (4)C22—H220.9300
Mn1—N82.472 (4)C23—C241.360 (8)
Mn2—N102.195 (4)C23—H230.9300
Mn2—N122.293 (4)C24—H240.9300
Mn2—Cl22.4231 (17)C25—C261.517 (7)
Mn2—N92.450 (4)C25—H25A0.9700
Mn2—Cl32.4710 (16)C25—H25B0.9700
Mn2—Cl42.6604 (19)C26—H26A0.9700
N1—C11.322 (7)C26—H26B0.9700
N1—C31.390 (6)C27—C281.532 (7)
N2—C11.349 (6)C27—H27A0.9700
N2—C41.368 (7)C27—H27B0.9700
N2—H20.8600C28—H28A0.9700
N3—C91.304 (7)C28—H28B0.9700
N3—C111.402 (6)C29—C301.474 (7)
N4—C91.347 (7)C30—H30A0.9700
N4—C121.384 (7)C30—H30B0.9700
N4—H4A0.8600C31—C361.370 (8)
N5—C171.320 (6)C31—C321.393 (7)
N5—C191.412 (6)C32—C331.378 (8)
N6—C171.343 (6)C33—C341.378 (9)
N6—C201.374 (6)C33—H330.9300
N6—H6A0.8600C34—C351.363 (9)
N7—C101.446 (6)C34—H340.9300
N7—C251.472 (6)C35—C361.382 (9)
N7—C21.476 (6)C35—H350.9300
N8—C181.477 (6)C36—H360.9300
N8—C271.472 (6)C37—C381.501 (7)
N8—C261.482 (6)C38—H38A0.9700
N9—C281.482 (6)C38—H38B0.9700
N9—C381.470 (7)C39—C441.382 (8)
N9—C301.471 (6)C39—C401.383 (8)
N10—C291.325 (6)C40—C411.395 (8)
N10—C311.408 (7)C41—C421.399 (9)
N11—C291.346 (6)C41—H410.9300
N11—C321.387 (7)C42—C431.383 (9)
N11—H110.8600C42—H420.9300
N12—C371.306 (6)C43—C441.396 (8)
N12—C391.402 (6)C43—H430.9300
N13—C371.351 (7)C44—H440.9300
N13—C401.386 (7)C45—O11.339 (9)
N13—H13A0.8600C45—H45A0.9600
C1—C21.487 (7)C45—H45B0.9600
C2—H2A0.9700C45—H45C0.9600
C2—H2B0.9700O1—H10.8200
C3—C81.378 (8)C46—O21.413 (5)
C3—C41.411 (8)C46—H46A0.9600
C4—C51.399 (7)C46—H46B0.9600
C5—C61.348 (9)C46—H46C0.9600
C5—H50.9300O2—H2C0.8200
C6—C71.406 (9)C47—O31.405 (10)
C6—H60.9300C47—H47A0.9600
C7—C81.397 (8)C47—H47B0.9600
C7—H70.9300C47—H47C0.9600
C8—H80.9300O3—H30.8200
C9—C101.489 (7)C48—O41.368 (8)
C10—H10A0.9700C48—H48A0.9600
C10—H10B0.9700C48—H48B0.9600
C11—C161.404 (8)C48—H48C0.9600
C11—C121.398 (7)O4—H40.8200
C12—C131.387 (8)C49—O51.366 (12)
C13—C141.367 (9)C49—H49A0.9600
C13—H130.9300C49—H49B0.9600
C14—C151.386 (9)C49—H49C0.9600
C14—H140.9300O5—H5A0.8200
C15—C161.381 (8)O6—H6B0.8199
C15—H150.9300O6—H6C0.8143
C16—H160.9300O7—H7A0.8237
C17—C181.482 (7)O7—H7B0.8175
C18—H18A0.9700O8—H8A0.8193
C18—H18B0.9700O8—H8B0.8204
C19—C241.378 (7)O9—H9A0.8229
C19—C201.387 (7)O9—H9B0.8188
N1—Mn1—N3100.34 (16)N8—C18—H18B109.6
N1—Mn1—N5152.36 (15)C17—C18—H18B109.6
N3—Mn1—N592.41 (15)H18A—C18—H18B108.1
N1—Mn1—Cl198.83 (12)C24—C19—C20120.6 (5)
N3—Mn1—Cl1105.20 (12)C24—C19—N5131.1 (5)
N5—Mn1—Cl1101.34 (12)C20—C19—N5108.3 (4)
N1—Mn1—N775.06 (14)C21—C20—N6131.6 (5)
N3—Mn1—N771.96 (15)C21—C20—C19121.8 (5)
N5—Mn1—N785.94 (15)N6—C20—C19106.7 (4)
Cl1—Mn1—N7172.38 (11)C20—C21—C22116.8 (6)
N1—Mn1—N882.27 (14)C20—C21—H21121.6
N3—Mn1—N8145.44 (15)C22—C21—H21121.6
N5—Mn1—N873.55 (14)C21—C22—C23120.8 (6)
Cl1—Mn1—N8108.44 (11)C21—C22—H22119.6
N7—Mn1—N875.60 (13)C23—C22—H22119.6
N10—Mn2—N1299.01 (15)C24—C23—C22122.1 (6)
N10—Mn2—Cl298.56 (12)C24—C23—H23118.9
N12—Mn2—Cl295.94 (12)C22—C23—H23118.9
N10—Mn2—N973.46 (15)C23—C24—C19117.9 (6)
N12—Mn2—N970.17 (14)C23—C24—H24121.1
Cl2—Mn2—N9162.09 (10)C19—C24—H24121.1
N10—Mn2—Cl3154.63 (12)N7—C25—C26112.8 (4)
N12—Mn2—Cl389.55 (11)N7—C25—H25A109.0
Cl2—Mn2—Cl3104.28 (6)C26—C25—H25A109.0
N9—Mn2—Cl387.33 (10)N7—C25—H25B109.0
N10—Mn2—Cl481.38 (12)C26—C25—H25B109.0
N12—Mn2—Cl4167.53 (12)H25A—C25—H25B107.8
Cl2—Mn2—Cl496.32 (6)N8—C26—C25113.5 (4)
N9—Mn2—Cl498.23 (10)N8—C26—H26A108.9
Cl3—Mn2—Cl485.25 (5)C25—C26—H26A108.9
C1—N1—C3105.5 (4)N8—C26—H26B108.9
C1—N1—Mn1115.3 (3)C25—C26—H26B108.9
C3—N1—Mn1137.7 (4)H26A—C26—H26B107.7
C1—N2—C4108.0 (5)N8—C27—C28115.4 (4)
C1—N2—H2126.0N8—C27—H27A108.4
C4—N2—H2126.0C28—C27—H27A108.4
C9—N3—C11105.1 (4)N8—C27—H27B108.4
C9—N3—Mn1115.7 (3)C28—C27—H27B108.4
C11—N3—Mn1139.2 (4)H27A—C27—H27B107.5
C9—N4—C12106.5 (5)N9—C28—C27115.1 (4)
C9—N4—H4A126.7N9—C28—H28A108.5
C12—N4—H4A126.7C27—C28—H28A108.5
C17—N5—C19104.8 (4)N9—C28—H28B108.5
C17—N5—Mn1116.1 (3)C27—C28—H28B108.5
C19—N5—Mn1136.3 (4)H28A—C28—H28B107.5
C17—N6—C20107.0 (4)N10—C29—N11112.3 (5)
C17—N6—H6A126.5N10—C29—C30122.5 (5)
C20—N6—H6A126.5N11—C29—C30125.1 (5)
C10—N7—C25112.6 (4)C29—C30—N9108.5 (4)
C10—N7—C2110.2 (4)C29—C30—H30A110.0
C25—N7—C2111.9 (4)N9—C30—H30A110.0
C10—N7—Mn1106.8 (3)C29—C30—H30B110.0
C25—N7—Mn1107.8 (3)N9—C30—H30B110.0
C2—N7—Mn1107.2 (3)H30A—C30—H30B108.4
C18—N8—C27110.5 (4)C36—C31—C32121.0 (6)
C18—N8—C26111.4 (4)C36—C31—N10130.5 (6)
C27—N8—C26110.3 (4)C32—C31—N10108.6 (5)
C18—N8—Mn1108.1 (3)C33—C32—N11132.5 (6)
C27—N8—Mn1110.4 (3)C33—C32—C31121.7 (6)
C26—N8—Mn1106.0 (3)N11—C32—C31105.9 (5)
C28—N9—C38113.0 (4)C32—C33—C34116.4 (6)
C28—N9—C30112.2 (4)C32—C33—H33121.8
C38—N9—C30111.6 (4)C34—C33—H33121.8
C28—N9—Mn2106.5 (3)C35—C34—C33122.2 (6)
C38—N9—Mn2106.5 (3)C35—C34—H34118.9
C30—N9—Mn2106.5 (3)C33—C34—H34118.9
C29—N10—C31105.6 (4)C34—C35—C36121.6 (7)
C29—N10—Mn2116.2 (3)C34—C35—H35119.2
C31—N10—Mn2135.1 (4)C36—C35—H35119.2
C29—N11—C32107.7 (4)C31—C36—C35117.2 (7)
C29—N11—H11126.2C31—C36—H36121.4
C32—N11—H11126.2C35—C36—H36121.4
C37—N12—C39104.8 (4)N12—C37—N13113.8 (5)
C37—N12—Mn2112.2 (3)N12—C37—C38124.1 (5)
C39—N12—Mn2137.5 (3)N13—C37—C38122.1 (5)
C37—N13—C40106.3 (5)N9—C38—C37108.3 (4)
C37—N13—H13A126.8N9—C38—H38A110.0
C40—N13—H13A126.8C37—C38—H38A110.0
N1—C1—N2112.5 (5)N9—C38—H38B110.0
N1—C1—C2123.0 (5)C37—C38—H38B110.0
N2—C1—C2124.5 (5)H38A—C38—H38B108.4
N7—C2—C1110.9 (4)C44—C39—C40120.8 (5)
N7—C2—H2A109.5C44—C39—N12130.0 (6)
C1—C2—H2A109.5C40—C39—N12109.2 (4)
N7—C2—H2B109.5N13—C40—C39105.9 (5)
C1—C2—H2B109.5N13—C40—C41130.4 (6)
H2A—C2—H2B108.0C39—C40—C41123.7 (6)
N1—C3—C8130.3 (5)C42—C41—C40114.4 (6)
N1—C3—C4108.8 (5)C42—C41—H41122.8
C8—C3—C4120.8 (5)C40—C41—H41122.8
N2—C4—C5133.0 (6)C41—C42—C43122.7 (6)
N2—C4—C3105.3 (4)C41—C42—H42118.6
C5—C4—C3121.6 (6)C43—C42—H42118.6
C6—C5—C4117.2 (6)C42—C43—C44121.3 (6)
C6—C5—H5121.4C42—C43—H43119.4
C4—C5—H5121.4C44—C43—H43119.4
C5—C6—C7122.0 (5)C39—C44—C43117.1 (6)
C5—C6—H6119.0C39—C44—H44121.5
C7—C6—H6119.0C43—C44—H44121.5
C8—C7—C6121.5 (6)O1—C45—H45A109.5
C8—C7—H7119.2O1—C45—H45B109.5
C6—C7—H7119.2H45A—C45—H45B109.5
C7—C8—C3116.9 (6)O1—C45—H45C109.5
C7—C8—H8121.6H45A—C45—H45C109.5
C3—C8—H8121.6H45B—C45—H45C109.5
N3—C9—N4113.9 (5)C45—O1—H1109.5
N3—C9—C10122.5 (5)O2—C46—H46A109.5
N4—C9—C10123.6 (5)O2—C46—H46B109.5
N7—C10—C9108.5 (4)H46A—C46—H46B109.5
N7—C10—H10A110.0O2—C46—H46C109.5
C9—C10—H10A110.0H46A—C46—H46C109.5
N7—C10—H10B110.0H46B—C46—H46C109.5
C9—C10—H10B110.0C46—O2—H2C109.5
H10A—C10—H10B108.4O3—C47—H47A109.5
C16—C11—N3130.1 (5)O3—C47—H47B109.5
C16—C11—C12121.3 (5)H47A—C47—H47B109.5
N3—C11—C12108.6 (5)O3—C47—H47C109.5
N4—C12—C13131.9 (6)H47A—C47—H47C109.5
N4—C12—C11105.8 (5)H47B—C47—H47C109.5
C13—C12—C11122.3 (5)C47—O3—H3109.5
C14—C13—C12116.0 (6)O4—C48—H48A109.5
C14—C13—H13122.0O4—C48—H48B109.5
C12—C13—H13122.0H48A—C48—H48B109.5
C13—C14—C15122.3 (6)O4—C48—H48C109.5
C13—C14—H14118.8H48A—C48—H48C109.5
C15—C14—H14118.8H48B—C48—H48C109.5
C14—C15—C16122.9 (6)C48—O4—H4109.5
C14—C15—H15118.5O5—C49—H49A109.5
C16—C15—H15118.5O5—C49—H49B109.5
C11—C16—C15115.1 (6)H49A—C49—H49B109.5
C11—C16—H16122.4O5—C49—H49C109.5
C15—C16—H16122.4H49A—C49—H49C109.5
N5—C17—N6113.2 (4)H49B—C49—H49C109.5
N5—C17—C18123.3 (5)C49—O5—H5A109.5
N6—C17—C18123.5 (4)H6B—O6—H6C110.2
N8—C18—C17110.4 (4)H7A—O7—H7B109.4
N8—C18—H18A109.6H8A—O8—H8B110.8
C17—C18—H18A109.6H9A—O9—H9B109.8
N3—Mn1—N1—C162.5 (4)Mn1—N3—C9—C102.2 (7)
N5—Mn1—N1—C153.7 (5)C12—N4—C9—N31.0 (7)
Cl1—Mn1—N1—C1169.8 (3)C12—N4—C9—C10179.0 (5)
N7—Mn1—N1—C15.6 (3)C25—N7—C10—C9157.3 (4)
N8—Mn1—N1—C182.6 (4)C2—N7—C10—C977.0 (5)
N3—Mn1—N1—C3134.0 (5)Mn1—N7—C10—C939.1 (5)
N5—Mn1—N1—C3109.9 (5)N3—C9—C10—N727.8 (7)
Cl1—Mn1—N1—C326.7 (5)N4—C9—C10—N7152.1 (5)
N7—Mn1—N1—C3158.0 (5)C9—N3—C11—C16178.8 (5)
N8—Mn1—N1—C380.9 (5)Mn1—N3—C11—C163.8 (9)
N1—Mn1—N3—C988.9 (4)C9—N3—C11—C120.6 (6)
N5—Mn1—N3—C966.5 (4)Mn1—N3—C11—C12178.0 (4)
Cl1—Mn1—N3—C9168.9 (3)C9—N4—C12—C13176.7 (6)
N7—Mn1—N3—C918.5 (4)C9—N4—C12—C111.2 (6)
N8—Mn1—N3—C92.5 (5)C16—C11—C12—N4179.5 (5)
N1—Mn1—N3—C1193.9 (5)N3—C11—C12—N41.1 (6)
N5—Mn1—N3—C11110.7 (5)C16—C11—C12—C131.3 (9)
Cl1—Mn1—N3—C118.3 (5)N3—C11—C12—C13177.1 (5)
N7—Mn1—N3—C11164.3 (5)N4—C12—C13—C14180.0 (6)
N8—Mn1—N3—C11174.7 (4)C11—C12—C13—C142.3 (9)
N1—Mn1—N5—C1730.6 (6)C12—C13—C14—C151.9 (10)
N3—Mn1—N5—C17148.4 (4)C13—C14—C15—C160.6 (10)
Cl1—Mn1—N5—C17105.5 (4)N3—C11—C16—C15178.2 (5)
N7—Mn1—N5—C1776.7 (4)C12—C11—C16—C150.1 (8)
N8—Mn1—N5—C170.6 (4)C14—C15—C16—C110.5 (9)
N1—Mn1—N5—C19127.3 (5)C19—N5—C17—N60.4 (6)
N3—Mn1—N5—C199.4 (5)Mn1—N5—C17—N6164.0 (3)
Cl1—Mn1—N5—C1996.6 (5)C19—N5—C17—C18177.8 (5)
N7—Mn1—N5—C1981.2 (5)Mn1—N5—C17—C1817.8 (7)
N8—Mn1—N5—C19157.3 (5)C20—N6—C17—N50.3 (6)
N1—Mn1—N7—C10138.1 (3)C20—N6—C17—C18178.5 (5)
N3—Mn1—N7—C1031.7 (3)C27—N8—C18—C17149.7 (4)
N5—Mn1—N7—C1062.2 (3)C26—N8—C18—C1787.3 (5)
N8—Mn1—N7—C10136.3 (3)Mn1—N8—C18—C1728.7 (5)
N1—Mn1—N7—C25100.7 (3)N5—C17—C18—N833.4 (7)
N3—Mn1—N7—C25152.9 (3)N6—C17—C18—N8148.6 (5)
N5—Mn1—N7—C2559.0 (3)C17—N5—C19—C24178.3 (6)
N8—Mn1—N7—C2515.0 (3)Mn1—N5—C19—C2422.2 (9)
N1—Mn1—N7—C219.9 (3)C17—N5—C19—C200.9 (6)
N3—Mn1—N7—C286.5 (3)Mn1—N5—C19—C20158.6 (4)
N5—Mn1—N7—C2179.7 (3)C17—N6—C20—C21178.0 (6)
N8—Mn1—N7—C2105.6 (3)C17—N6—C20—C190.9 (6)
N1—Mn1—N8—C18176.9 (3)C24—C19—C20—C212.8 (9)
N3—Mn1—N8—C1886.1 (4)N5—C19—C20—C21177.9 (5)
N5—Mn1—N8—C1816.6 (3)C24—C19—C20—N6178.2 (5)
Cl1—Mn1—N8—C1880.1 (3)N5—C19—C20—N61.1 (6)
N7—Mn1—N8—C18106.6 (3)N6—C20—C21—C22179.5 (6)
N1—Mn1—N8—C2755.9 (3)C19—C20—C21—C220.8 (9)
N3—Mn1—N8—C27152.9 (3)C20—C21—C22—C231.8 (9)
N5—Mn1—N8—C27137.6 (3)C21—C22—C23—C242.5 (10)
Cl1—Mn1—N8—C2740.9 (3)C22—C23—C24—C190.5 (10)
N7—Mn1—N8—C27132.4 (3)C20—C19—C24—C232.1 (9)
N1—Mn1—N8—C2663.6 (3)N5—C19—C24—C23178.8 (6)
N3—Mn1—N8—C2633.5 (4)C10—N7—C25—C26159.8 (4)
N5—Mn1—N8—C26102.9 (3)C2—N7—C25—C2675.4 (5)
Cl1—Mn1—N8—C26160.3 (3)Mn1—N7—C25—C2642.2 (5)
N7—Mn1—N8—C2612.9 (3)C18—N8—C26—C2577.1 (5)
N10—Mn2—N9—C2895.7 (3)C27—N8—C26—C25159.8 (4)
N12—Mn2—N9—C28157.9 (3)Mn1—N8—C26—C2540.3 (5)
Cl2—Mn2—N9—C28161.3 (3)N7—C25—C26—N859.4 (6)
Cl3—Mn2—N9—C2867.5 (3)C18—N8—C27—C2857.6 (6)
Cl4—Mn2—N9—C2817.3 (3)C26—N8—C27—C2866.0 (6)
N10—Mn2—N9—C38143.4 (3)Mn1—N8—C27—C28177.2 (3)
N12—Mn2—N9—C3837.1 (3)C38—N9—C28—C2765.0 (6)
Cl2—Mn2—N9—C3877.8 (5)C30—N9—C28—C2762.3 (6)
Cl3—Mn2—N9—C3853.4 (3)Mn2—N9—C28—C27178.4 (4)
Cl4—Mn2—N9—C38138.2 (3)N8—C27—C28—N9145.3 (4)
N10—Mn2—N9—C3024.1 (3)C31—N10—C29—N110.5 (6)
N12—Mn2—N9—C3082.2 (3)Mn2—N10—C29—N11163.5 (3)
Cl2—Mn2—N9—C3041.5 (6)C31—N10—C29—C30177.8 (4)
Cl3—Mn2—N9—C30172.7 (3)Mn2—N10—C29—C3014.8 (6)
Cl4—Mn2—N9—C30102.5 (3)C32—N11—C29—N101.2 (6)
N12—Mn2—N10—C2959.9 (4)C32—N11—C29—C30177.0 (5)
Cl2—Mn2—N10—C29157.4 (3)N10—C29—C30—N937.5 (6)
N9—Mn2—N10—C296.2 (3)N11—C29—C30—N9140.6 (5)
Cl3—Mn2—N10—C2948.5 (5)C28—N9—C30—C2979.5 (5)
Cl4—Mn2—N10—C29107.5 (3)C38—N9—C30—C29152.5 (4)
N12—Mn2—N10—C31143.5 (5)Mn2—N9—C30—C2936.7 (4)
Cl2—Mn2—N10—C3146.1 (5)C29—N10—C31—C36179.2 (6)
N9—Mn2—N10—C31150.4 (5)Mn2—N10—C31—C3621.0 (9)
Cl3—Mn2—N10—C31108.1 (5)C29—N10—C31—C320.4 (5)
Cl4—Mn2—N10—C3149.1 (4)Mn2—N10—C31—C32157.8 (4)
N10—Mn2—N12—C3799.2 (4)C29—N11—C32—C33176.8 (6)
Cl2—Mn2—N12—C37161.1 (3)C29—N11—C32—C311.4 (5)
N9—Mn2—N12—C3730.5 (3)C36—C31—C32—C331.6 (8)
Cl3—Mn2—N12—C3756.8 (3)N10—C31—C32—C33177.3 (5)
Cl4—Mn2—N12—C378.4 (8)C36—C31—C32—N11180.0 (5)
N10—Mn2—N12—C39112.3 (5)N10—C31—C32—N111.1 (5)
Cl2—Mn2—N12—C3912.6 (5)N11—C32—C33—C34179.3 (5)
N9—Mn2—N12—C39179.1 (5)C31—C32—C33—C341.4 (8)
Cl3—Mn2—N12—C3991.7 (5)C32—C33—C34—C350.0 (9)
Cl4—Mn2—N12—C39157.0 (4)C33—C34—C35—C361.1 (10)
C3—N1—C1—N20.2 (6)C32—C31—C36—C350.4 (8)
Mn1—N1—C1—N2168.8 (3)N10—C31—C36—C35178.2 (5)
C3—N1—C1—C2179.9 (4)C34—C35—C36—C310.9 (9)
Mn1—N1—C1—C211.3 (6)C39—N12—C37—N130.7 (6)
C4—N2—C1—N10.4 (6)Mn2—N12—C37—N13158.0 (3)
C4—N2—C1—C2179.7 (5)C39—N12—C37—C38179.5 (5)
C10—N7—C2—C1146.1 (4)Mn2—N12—C37—C3820.9 (6)
C25—N7—C2—C187.7 (5)C40—N13—C37—N120.1 (6)
Mn1—N7—C2—C130.3 (5)C40—N13—C37—C38179.0 (4)
N1—C1—C2—N730.4 (7)C28—N9—C38—C37154.6 (4)
N2—C1—C2—N7149.8 (5)C30—N9—C38—C3777.8 (5)
C1—N1—C3—C8176.9 (5)Mn2—N9—C38—C3738.0 (4)
Mn1—N1—C3—C812.3 (8)N12—C37—C38—N914.2 (7)
C1—N1—C3—C40.0 (6)N13—C37—C38—N9167.0 (4)
Mn1—N1—C3—C4164.6 (4)C37—N12—C39—C44179.6 (5)
C1—N2—C4—C5176.3 (6)Mn2—N12—C39—C4430.4 (8)
C1—N2—C4—C30.4 (6)C37—N12—C39—C401.0 (5)
N1—C3—C4—N20.3 (6)Mn2—N12—C39—C40149.0 (4)
C8—C3—C4—N2177.5 (4)C37—N13—C40—C390.6 (5)
N1—C3—C4—C5176.9 (5)C37—N13—C40—C41177.6 (6)
C8—C3—C4—C50.4 (8)C44—C39—C40—N13179.6 (5)
N2—C4—C5—C6176.4 (6)N12—C39—C40—N131.0 (6)
C3—C4—C5—C60.1 (8)C44—C39—C40—C412.1 (8)
C4—C5—C6—C70.3 (9)N12—C39—C40—C41177.4 (5)
C5—C6—C7—C80.5 (9)N13—C40—C41—C42179.9 (5)
C6—C7—C8—C30.3 (8)C39—C40—C41—C422.1 (8)
N1—C3—C8—C7176.4 (5)C40—C41—C42—C430.5 (9)
C4—C3—C8—C70.2 (8)C41—C42—C43—C441.0 (10)
C11—N3—C9—N40.3 (6)C40—C39—C44—C430.5 (8)
Mn1—N3—C9—N4177.9 (4)N12—C39—C44—C43178.9 (5)
C11—N3—C9—C10179.7 (5)C42—C43—C44—C391.0 (8)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O7—H7B···Cl3i0.822.443.163 (5)148
O6—H6B···O1ii0.822.022.819 (7)166
O5—H5A···Cl40.822.233.053 (8)177
O4—H4···Cl4iii0.822.503.240 (5)152
O2—H2C···Cl2iv0.822.393.134 (6)152
O1—H1···Cl40.822.333.101 (5)157
N13—H13A···O7v0.861.932.737 (7)156
N11—H11···O20.861.902.749 (7)171
N6—H6A···O6vi0.861.932.786 (6)176
N4—H4A···O3vi0.862.062.808 (8)146
N2—H2···O4vii0.861.932.788 (7)175
O8—H8A···O5viii0.822.473.225 (17)154
Symmetry codes: (i) x+1, y, z+1; (ii) x, y+1, z; (iii) x+1, y+1, z+1; (iv) x+1, y+1, z; (v) x, y, z1; (vi) x, y1, z; (vii) x, y1, z1; (viii) x+1, y, z.

Experimental details

Crystal data
Chemical formula[Mn2Cl4(C44H43N15)]·5CH4O·4H2O
Mr1237.87
Crystal system, space groupTriclinic, P1
Temperature (K)183
a, b, c (Å)14.254 (3), 15.173 (3), 15.852 (3)
α, β, γ (°)72.882 (3), 67.976 (2), 75.191 (3)
V3)2996.5 (10)
Z2
Radiation typeMo Kα
µ (mm1)0.66
Crystal size (mm)0.30 × 0.30 × 0.20
Data collection
DiffractometerBruker SMART 1K CCD area-detector
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 2000)
Tmin, Tmax0.826, 0.879
No. of measured, independent and
observed [I > 2σ(I)] reflections
12285, 10238, 6528
Rint0.033
(sin θ/λ)max1)0.595
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.075, 0.199, 1.00
No. of reflections10238
No. of parameters704
No. of restraints1
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)1.23, 0.93

Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 2000), SAINT, SHELXS97 (Sheldrick, 2000), SHELXL97 (Sheldrick, 2000), SHELXTL/PC (Sheldrick, 1999), SHELXTL/PC.

Selected geometric parameters (Å, º) top
Mn1—N12.209 (4)Mn2—N102.195 (4)
Mn1—N32.217 (4)Mn2—N122.293 (4)
Mn1—N52.241 (4)Mn2—Cl22.4231 (17)
Mn1—Cl12.3972 (16)Mn2—N92.450 (4)
Mn1—N72.416 (4)Mn2—Cl32.4710 (16)
Mn1—N82.472 (4)Mn2—Cl42.6604 (19)
N1—Mn1—N3100.34 (16)N10—Mn2—N1299.01 (15)
N1—Mn1—N5152.36 (15)N10—Mn2—Cl298.56 (12)
N3—Mn1—N592.41 (15)N12—Mn2—Cl295.94 (12)
N1—Mn1—Cl198.83 (12)N10—Mn2—N973.46 (15)
N3—Mn1—Cl1105.20 (12)N12—Mn2—N970.17 (14)
N5—Mn1—Cl1101.34 (12)Cl2—Mn2—N9162.09 (10)
N1—Mn1—N775.06 (14)N10—Mn2—Cl3154.63 (12)
N3—Mn1—N771.96 (15)N12—Mn2—Cl389.55 (11)
N5—Mn1—N785.94 (15)Cl2—Mn2—Cl3104.28 (6)
Cl1—Mn1—N7172.38 (11)N9—Mn2—Cl387.33 (10)
N1—Mn1—N882.27 (14)N10—Mn2—Cl481.38 (12)
N3—Mn1—N8145.44 (15)N12—Mn2—Cl4167.53 (12)
N5—Mn1—N873.55 (14)Cl2—Mn2—Cl496.32 (6)
Cl1—Mn1—N8108.44 (11)N9—Mn2—Cl498.23 (10)
N7—Mn1—N875.60 (13)Cl3—Mn2—Cl485.25 (5)
Mn1—N8—C27—C28177.2 (3)N8—C27—C28—N9145.3 (4)
Mn2—N9—C28—C27178.4 (4)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O7—H7B···Cl3i0.822.443.163 (5)148
O6—H6B···O1ii0.822.022.819 (7)166
O5—H5A···Cl40.822.233.053 (8)177
O4—H4···Cl4iii0.822.503.240 (5)152
O2—H2C···Cl2iv0.822.393.134 (6)152
O1—H1···Cl40.822.333.101 (5)157
N13—H13A···O7v0.861.932.737 (7)156
N11—H11···O20.861.902.749 (7)171
N6—H6A···O6vi0.861.932.786 (6)176
N4—H4A···O3vi0.862.062.808 (8)146
N2—H2···O4vii0.861.932.788 (7)175
O8—H8A···O5viii0.822.473.225 (17)154
Symmetry codes: (i) x+1, y, z+1; (ii) x, y+1, z; (iii) x+1, y+1, z+1; (iv) x+1, y+1, z; (v) x, y, z1; (vi) x, y1, z; (vii) x, y1, z1; (viii) x+1, y, z.
 

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